Trifluoroacetic acid → Quinoline-6-carboxylic acid (5-(3-hydroxy-phenoxy)-thiophen-2-ylmethyl)-amide

HRID 2080247

反応式

HRID 2080247 の反応式
FC(F)(F)C(O)=O.C([O:15][C:16]1[CH:17]=[C:18]([CH:39]=[CH:40][CH:41]=1)[O:19][C:20]1[S:24][C:23]([CH2:25][NH:26][C:27]([C:29]2[CH:30]=[C:31]3[C:36](=[CH:37][CH:38]=2)[N:35]=[CH:34][CH:33]=[CH:32]3)=[O:28])=[CH:22][CH:21]=1)C1C=CC=CC=1.C(=O)(O)[O-].[Na+]>C1(SC)C=CC=CC=1>[OH:15][C:16]1[CH:17]=[C:18]([CH:39]=[CH:40][CH:41]=1)[O:19][C:20]1[S:24][C:23]([CH2:25][NH:26][C:27]([C:29]2[CH:30]=[C:31]3[C:36](=[CH:37][CH:38]=2)[N:35]=[CH:34][CH:33]=[CH:32]3)=[O:28])=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 67119634Quinoline-6-carboxylic acid (5-(3-benzyloxy-phenoxy)-thiophen-2-ylmethyl)-amide

生成物 1

HCID 58387979Quinoline-6-carboxylic acid (5-(3-hydroxy-phenoxy)-thiophen-2-ylmethyl)-amide収率 80%

試薬・触媒・溶媒 1

HCID 7520Thioanisole溶媒

実験手順

Trifluoroacetic acid (1.0 mL) and thioanisole (100 μl) were added to the resulting quinoline-6-carboxylic acid (5-(3-benzyloxy-phenoxy)-thiophene-2-ylmethyl)-amide (73 mg, 0.156 mmol), and the solution was stirred for 30 minutes at room temperature. The reaction solution was neutralized with an aqueous solution of saturated sodium bicarbonate, then, extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated, the residue was purified by NH silica gel column chromatography (ethyl acetate: methanol), and the title compound (47 mg, 80%) was obtained as a colorless solid.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe residue was purified by NH silica gel column chromatography (ethyl acetate: methanol)

出典と根拠

ORDレコード
ord-e005000e92794df68982b8121a740061
出典データセット
uspto-grants-2011_04
特許番号
US07932272B2

関連ノート

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